N'-Hydroxybenzenecarboximidamide → (3-Hydroxyazetidin-1-yl){3-(3-phenyl-1,2,4-oxadiazol-5-yl)-5-[4-(trifluoromethyl)phenyl]piperidin-1-yl}methanone

HRID 1643072Notes

Reaction equation

HRID 1643072 reaction equation
[OH:1][CH:2]1[CH2:5][N:4]([C:6]([N:8]2[CH2:13][CH:12]([C:14]3[CH:19]=[CH:18][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:16][CH:15]=3)[CH2:11][CH:10]([C:24](O)=[O:25])[CH2:9]2)=[O:7])[CH2:3]1.O[N:28]=[C:29]([C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)[NH2:30]>>[OH:1][CH:2]1[CH2:5][N:4]([C:6]([N:8]2[CH2:13][CH:12]([C:14]3[CH:19]=[CH:18][C:17]([C:20]([F:23])([F:22])[F:21])=[CH:16][CH:15]=3)[CH2:11][CH:10]([C:24]3[O:25][N:30]=[C:29]([C:31]4[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=4)[N:28]=3)[CH2:9]2)=[O:7])[CH2:3]1

Participants

3

Reactant 2

HCID 69186N'-HydroxybenzenecarboximidamideHCID 580025781-[(3-Hydroxyazetidin-1-yl)carbonyl]-5-[4-(trifluoromethyl)phenyl]piperidine-3-carboxylic acid

Product 1

HCID 58002327(3-Hydroxyazetidin-1-yl){3-(3-phenyl-1,2,4-oxadiazol-5-yl)-5-[4-(trifluoromethyl)phenyl]piperidin-1-yl}methanone

Procedure

100 mg (0.269 mmol) of 1-[(3-hydroxyazetidin-1-yl)carbonyl]-5-[4-(trifluoromethyl)phenyl]piperidine-3-carboxylic acid (Example 101A) and 42.3 mg (0.295 mmol) of N′-hydroxybenzenecarboximidamide (95% pure) were reacted according to the General Method 1. Yield: 48 mg (36% of theory).

Sources & evidence

ORD record
ord-a2741c9bd3b14a259a6e44bc5855c99f
Source dataset
uspto-grants-2012_02
Patent number
US08119663B2

Reaction notes

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